Josh Goodall defeated Joshua Milton 6-3 6-2 in the Great Britain F1 qualifying round on hard. The upset overturned the form book — Joshua Milton came in leading the head-to-head 2–1. Josh Goodall narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-08-01 | Great Britain F12 | R32 | hard | Josh Goodall | 6-2 7-5 |
| 2011-06-11 | Eastbourne | Q32 | grass | Joshua Milton | 6-3 3-6 6-4 |
| 2010-07-26 | Great Britain F11 | R16 | hard | Joshua Milton | 3-6 7-5 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.